Windsor County VT Homes for Sale

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  /35

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 2,736 Sq Ft

  17 Linden Hill, Wood Stock, VT 05091

  Open House! Saturday Oct 18 from 10-12. Once known as the Sunshine Nursery School, this home's history expands back to ~1870 and now it stands as a spacious and beautifully updated residence with an expansive terraced yard (one of the largest near the village) and elegant interiors. High ceilings, high-quality wood floors, and sun-filled rooms define the main level, where a gracious primary

  Holly Hall Hall Collins Real Estate Group

  17 Linden Hill, Wood Stock, VT 05091
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  /12

  $137,000

  • Land
  • 5.39 Acres
  • $25,417 per Acre

  0 Woodlawn Dr Unit 2 & 3 5063379, Hartford, VT 05001

  5.39+/- acre Parcels of land (when combined) in HARTFORD / WHITE RIVER JUNCTION, VT. located on Woodlawn Drive just off the VA Cut Off Road! If you've been having a hard time finding the right home in this very tight housing market or if you've been dreaming about new construction in the Hartford / Upper Valley area than look no further. These building lots are conveniently located only 1 mile

  Alex DeFelice The Clerkin Agency, P.C.

  0 Woodlawn Dr Unit 2 & 3 5063379, Hartford, VT 05001
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  /38

  $370,000

  • 3 Beds
  • 2.5 Baths
  • 2,104 Sq Ft

  66 Webster Rd, Hartland, VT 05048

  First time on the market! Escape the hustle and embrace peaceful country living with this well maintained 3-bedroom home nestled on 3 serene and private acres. Inside, you’ll find a practical and inviting living space for the whole family to relax and enjoy. Relish the retro details or update as it suits your needs. Perfectly combining comfort and functionality, this property features a home with

  Monica Callan New England Landmark Realty LTD

  66 Webster Rd, Hartland, VT 05048
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  /7

  $325,000

  • Land
  • 8 Acres
  • $40,625 per Acre

  1 Carlton Hill Rd, Woodstock, VT 05091

  Sweet Spot - 8 acre building lot located within minutes of the Woodstock Village Green! Driveway is in place and a lovely building site has been cleared and power is at site. Wonderful opportunity to build your Vermont getaway or primary residence. Enjoy access to four season recreation, Marsh-Billings-Rockefeller National Park, theatre, arts, dining, shopping and a short commute to all

  Mary Mayhew Snyder Donegan Real Estate Group

  1 Carlton Hill Rd, Woodstock, VT 05091
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  /38

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  31 Lakota Rd, Barnard, VT 05031

  New Price for Fall! Storybook Farmhouse Reimagined - Set along the banks of Lakota Brook and framed by the beautiful Vermont countryside, 31 Lakota Road is a storybook farmhouse reimagined for today, now offered at a new price for fall. This 3-bedroom, 2-bath ranch offers single-level ease with every detail complete, ready for immediate move-in. Fashioned around a circa 1800’s schoolhouse, the

  Daniel Preston KW Vermont Woodstock

  31 Lakota Rd, Barnard, VT 05031
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  /26

  $149,000

  • Land
  • 0.23 Acre
  • $647,826 per Acre

  0 Prospect St Unit 5063213, Ludlow, VT 05149

  Here's your opportunity to purchase Ludlow's newest village lot offering. Lot 3 is located on the right side of the road and is the last lot on the street. Lot 3 is a nice level lot with endless possibilities. It has partial views of Okemo Mountain, and you'll see some spectacular sunsets. Ludlow's restaurants, shops, and parks are just a short walk away, and Okemo Mountain is about a mile

  Kevin Barnes William Raveis Real Estate Vermont Properties

  0 Prospect St Unit 5063213, Ludlow, VT 05149
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  /57

  $1,150,000

  • 3 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  958 E Woodstock Rd, Woodstock, VT 05091

  Just minutes from the heart of Woodstock, this 3-bedroom, 3-bath home with a dedicated office/family room has been transformed from the ground up into a modern, energy-efficient retreat. Taken down to the studs, the renovation was comprehensive—every system replaced, with all new wiring, plumbing, insulation, and mechanicals, along with a new roof, Pella windows, central heating, and air

  Keri Cole Williamson Group Sothebys Intl. Realty

  958 E Woodstock Rd, Woodstock, VT 05091
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  /19

  $115,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  1500 Brownsville-Hartland Rd, West Windsor, VT 05089

  Here's a chance to own your own property in West Windsor. This 3/4 +/- acre of land abuts one side up to Beaver Brook and you get views of Mt. Ascutney on the other side. This older mobile home with basement, offers the perfect opportunity for an investor. Restore the homes vintage charm or you could modernize the site with a new mobile unit. This was constructed as a 2-bedroom 1 bath home. One

  Ann Jacques Century 21 Highview Realty

  1500 Brownsville-Hartland Rd, West Windsor, VT 05089
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  /51

  $215,000

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft

  145 Main St Unit 210, Ludlow, VT 05149

  Downtown Ludlow Convenience - Welcome to Mill #210, a beautifully updated condo in the heart of Ludlow. Just minutes to Okemo Mountain and directly on the shuttle route, this furnished unit combines comfort with convenience. Inside, you’ll find exposed beams, modern updates throughout, and an open living space that flows seamlessly to a private deck overlooking the Black River. Enjoy the ease of

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  145 Main St Unit 210, Ludlow, VT 05149
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  /9

  $125,000

  • Land
  • 7.5 Acres
  • $16,667 per Acre

  00 Howe Hill Rd, Sharon, VT 05065

  Vermont Retreat Awaits. A 7.5 acre wooded parcel with spectacular mountain view potential and five bedroom state waste water permit is ready for your vision. Located off town-maintained Howe Hill Road in Sharon, Vermont, via right of way from lower parcel. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89. Enjoy easy access

  Joanne Kent Four Seasons Sotheby's Int'l Realty

  00 Howe Hill Rd, Sharon, VT 05065
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  /9

  $225,000

  • Land
  • 15.4 Acres
  • $14,610 per Acre

  00 Howe Hill Rd, Sharon, VT 05065

  Pristine Wooded Parcel with easy access from a small clearing off town-maintained Howe Hill Road in Sharon, Vermont. Lot 1 has 15.4 acres, a three-bedroom approved waste water permit with plenty of room for gardens, trails, or your private retreat. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89 for easy drive to Upper Valley

  Joanne Kent Four Seasons Sotheby's Int'l Realty

  00 Howe Hill Rd, Sharon, VT 05065
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  /9

  $250,000

  • Land
  • 22.9 Acres
  • $10,917 per Acre

  00 Howe Hill Rd, Sharon, VT 05065

  Build Your Vermont Dream in Sharon. Nestled along scenic Howe Hill Road, these two building parcels offer the perfect mix of convenience, privacy, and possibility. The lower 15.4 acre parcel has three-bedroom waste water permit and direct access from a small clearing off Howe Hill Road. The upper 7.5 acre parcel has spectacular mountain view potential with five-bedroom waste water permit.

  Joanne Kent Four Seasons Sotheby's Int'l Realty

  00 Howe Hill Rd, Sharon, VT 05065
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  /14

  $215,000

  • Land
  • 22.29 Acres
  • $9,646 per Acre

  0 Jericho St Unit 5062382, Hartford, VT 05001

  Discover 22.29+/- acres on Jericho Street in Hartford, VT. This wooded parcel offers a peaceful mix of trees and natural beauty—perfect for building your dream home, creating your own trail system, or simply enjoying the quiet serenity of the outdoors. Embrace the Vermont lifestyle surrounded by nature, while being just minutes from Quechee, Woodstock, Dartmouth, and all the shopping, dining, and

  Heather Ashline BHHS Verani Upper Valley

  0 Jericho St Unit 5062382, Hartford, VT 05001
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  /18

  $499,000

  • Land
  • 56.25 Acres
  • $8,871 per Acre

  0 Dothan Rd, White River Junction, VT 05001

  Discover ±56 acres at 0 Dothan Lane in Hartford, VT—an exceptional parcel offering unmatched flexibility, natural beauty, and convenience. Enjoy sweeping views over the White River Junction valley, multiple ideal building sites, and the option to subdivide into individual lots with a shared driveway access from Meadow Lane or Dorothy Road. A Right of Way will be granted at closing to provide

  Randy Snelling KW Coastal and Lakes & Mountains Realty/Hanover

  0 Dothan Rd, White River Junction, VT 05001
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  /25

  $425,000 Open Sun 9AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  803 Malagash Rd, Reading, VT 05062

  Updated with fiber internet, new kitchen appliances, a heat pump water heater and mini split. 200 amp breaker- generator ready. Security system provides peace of mind when away with furnace & temperature monitoring, carbon monoxide & smoke detectors, glass breakage and door entry. Partially finished walk out basement. Single car garage built in. Open floor plan living room/dining area with

  Ara Cardew BHG Masiello Keene

  803 Malagash Rd, Reading, VT 05062
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  /33

  $225,000

  • 2 Beds
  • 1.5 Baths
  • 1,063 Sq Ft

  253 Old Quechee Rd Unit 6D, Hartford, VT 05001

  Open House from 1:00 to 3:00 on Sunday 11/9. Welcome to Mill Run at Quechee Lakes, a premier resort community in the heart of Vermont’s Upper Valley. This inviting four-room, two-bedroom, two-bathroom condo combines comfort and convenience with a touch of Vermont charm. The spacious living and dining area is enhanced by vaulted ceilings and a skylight that fills the space with natural light. A

  Sandy Reavill Real Broker LLC

  253 Old Quechee Rd Unit 6D, Hartford, VT 05001
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  /8

  $140,000

  • Land
  • 11.3 Acres
  • $12,389 per Acre

  0 Leonard Rd, Pomfret, VT 05068

  Discover the possibilities with this 13.3-acre country parcel offering both privacy and convenience. Mostly wooded with a small open clearing, the land features a mix of gentle and steep terrain, with the potential for scenic views. Located less than two miles from the quaint village of East Barnard—where time seems to stand still—you’ll also be close to local favorites like Kiss the Cow, Feast

  Stephanie Lussier RE/MAX All Seasons Realty - Lyndonville

  0 Leonard Rd, Pomfret, VT 05068
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  /15

  $329,000

  • 4 Beds
  • 2 Baths
  • 1,373 Sq Ft

  40 Union St, White River Junction, VT 05001

  Good Cash Flow! Possibilty of Commercial business aspect exists with this property as its in the CB zone / Central Business district. This fully leased two unit property is an excellent chance for investors to add a consistent cash flowing building to their portfolio or for an onsite owner to occupy one unit and let the extra additional rent help pay for your housing. A fairly low maintenance

  Alex DeFelice The Clerkin Agency, P.C.

  40 Union St, White River Junction, VT 05001
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  /57

  $1,300,000

  • 4 Beds
  • 3 Baths
  • 2,892 Sq Ft

  145 Russell Rd, Cavendish, VT 05142

  Thinking of building your dream home, finding a perfect contractor & designer? Well skip the headaches. Move right in - Here are the keys! Tucked on 12.9 serene acres, custom built in 2024, this 4-bedroom, 3-bathroom amazing home combines expert craftsmanship and design with modern comfort and sweeping mountain VIEWS. Start your mornings with breathtaking vistas and end your evenings with family

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  145 Russell Rd, Cavendish, VT 05142
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  /13

  $399,900

  • Land
  • 108 Acres
  • $3,703 per Acre

  1928 Vermont 131, Ascutney, VT 05030

  This 108 Acres +/- boasts one of the most beautiful and plentiful sugarbush in the state, that can easily accommodate over 4500 sugar taps. Matured stately maple timber with enough cord word available for a lifetime. Well maintained wood trails traverse the acreage. Several building sites with spectacular Mt. Ascutney views with clearing. This secluded hillside is just 5 minutes to Exit 8, 30

  Don Chabot Town and Country Realty

  1928 Vermont 131, Ascutney, VT 05030
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  /27

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,296 Sq Ft

  1668 Hartford Ave, Hartford, VT 05001

  Desirable Wilder location! Within walking distance to Kilowatt and Frost Parks, this charming home offers 4 bedrooms and 2 bathrooms with plenty of space for comfortable living. The recently remodeled kitchen opens seamlessly to the dining room, filling the main living area with natural light. Beautiful hardwood flooring runs throughout, and a spacious walk-up attic provides exciting potential

  Gerry Stark RE/MAX Upper Valley

  1668 Hartford Ave, Hartford, VT 05001
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  /42

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  1979 N Hill Rd, Chester, VT 05143

  Welcome to this attractive Andover Contemporary home, perfectly suited for year-round living or as a Vermont vacation retreat. Built in 2005, this 3 bedroom, 2 bath residence offers modern comfort in a peaceful country setting on 2.1 acres while being just minutes from Okemo Mountain Resort and close to scenic snowmobile trails—ideal for outdoor enthusiasts in every season. The inviting

  Geralyn Donohue Engel & Völkers Okemo

  1979 N Hill Rd, Chester, VT 05143
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  /29

  $299,000

  • Land
  • 3.05 Acres
  • $98,033 per Acre

  5268 Willard Rd, Hartford, VT 05059

  A stunning long-range view at the top of Willard Road in Quechee Lakes is what distinguishes this 3-acre parcel from many others. Cleared over a decade ago, the view is still available to the east and south, making this one unique for its location. Steeper topography will necessitate some creativity in access and construction details, but the location and neighborhood support the effort. A great

  Richard Higgerson Higgerson & Company

  5268 Willard Rd, Hartford, VT 05059
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  /29

  $299,000

  • 3 Beds
  • 3 Baths
  • 1,260 Sq Ft

  56 Grace Dr, Perkinsville, VT 05151

  3-bedroom, 3-bath Ranch-style home in a quiet North Springfield neighborhood with garage. This single-level rambler offers ease of living with a functional floor plan. Includes a partially finished basement with 3/4 bathroom. Set on a beautiful lot complete with sugar maples, pear, plum, and peach trees, a 21' round above ground pool with decking, and patio area with firepit to enjoy the open air

  Katie Ladue Gilbert KW Vermont Woodstock

  56 Grace Dr, Perkinsville, VT 05151
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  /58

  $925,000

  • 4 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  168 Okemo Trailside Extension Unit 21B, Ludlow, VT 05149

  Trailside 21B on Okemo Mountain. Discover the perfect balance of comfort, convenience, and mountain lifestyle in this completely renovated 4-bedroom, 3-bathroom trailside condominium located directly on the Sachem Trail. Offering true ski-in/ski-out access, this home makes it easy to enjoy your time on the slopes and retreat back to a warm, inviting space with quality finishes. The lower level

  Kevin Barnes William Raveis Real Estate Vermont Properties

  168 Okemo Trailside Extension Unit 21B, Ludlow, VT 05149
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  /3

  $59,000

  • Land
  • 3.15 Acres
  • $18,730 per Acre

  1003 Quarry Hill Rd, Rochester, VT 05767

  Undeveloped land parcel ready for you to utilize as a permanent home site or a camp spot. A blank canvas with access by truck or large SUV. Very near the Mountain Biking trail system and easy access onto paved town road. With tree clearing, this property can provide a great view of the Green Mt Range.

  Patricia Harvey Xsell Realty LLC

  1003 Quarry Hill Rd, Rochester, VT 05767
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  /29

  $530,000

  • 3 Beds
  • 2.5 Baths
  • 4,020 Sq Ft

  28 Fairview Terrace, Royalton, VT 05068

  This 3-bedroom, 2.5-bath home is full of potential, with the option to create an auxiliary dwelling for added flexibility. The current owner saw the promise in this gem and has already invested in the important updates: fresh exterior paint, a brand-new septic system, a new roof, upgraded electrical, and other quality improvements. With much of the essential work complete, the next owner has the

  Wendie Wright Coldwell Banker LIFESTYLES - Hanover

  28 Fairview Terrace, Royalton, VT 05068
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  /9

  $100,000

  • Land
  • 13 Acres
  • $7,692 per Acre

  00 Old Weston Mountain Rd, Ludlow, VT 05149

  Lot 7 - This 13-acre wooded lot offers potential for long-range mountain views with clearing. Easy access from a town-maintained gravel road.Located just 5 minutes from Ludlow and Okemo Mountain Resort, this property offers both privacy and proximity to year-round recreation and amenities.Two additional non-abutting lots are also available, presenting a great opportunity for a

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  00 Old Weston Mountain Rd, Ludlow, VT 05149
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  /6

  $100,000

  • Land
  • 10.5 Acres
  • $9,524 per Acre

  00 Old Weston Mountain Rd Unit 1, Ludlow, VT 05149

  Lot 1 - This 10.5-acre wooded lot offers potential for long-range mountain views with clearing. Easy access from a town-maintained gravel road.Located just 5 minutes from Ludlow and Okemo Mountain Resort, this property offers both privacy and proximity to year-round recreation and amenities.Two additional non-abutting lots are also available, presenting a great opportunity for a

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  00 Old Weston Mountain Rd Unit 1, Ludlow, VT 05149
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  /14

  $74,000

  • Land
  • 15.5 Acres
  • $4,774 per Acre

  00 Remington Rd, Chester, VT 05143

  Bring your ideas for building your own home on this 15.5 acre parcel of land in the quintessential town of Chester. Located minutes to the 91 FWY. Vermont Academy nearby along with several hiking and snowmobile trails. Seller has included the cost for clearing the building site and a driveway to house site. Come look at this property and enjoy all it has to offer.

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  00 Remington Rd, Chester, VT 05143
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  /39

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  22 Birchwood Dr, Perkinsville, VT 05151

  Tucked away at the end of a quiet cul-de-sac, this charming 3-bedroom, 2-bathroom log home offers the perfect blend of privacy, comfort, and convenience. Set on 3.88 acres, this property provides a peaceful retreat with easy access to everyday essentials. Step inside to find warm wood tones, spacious living areas, and classic log home character throughout. The open-concept layout is ideal for

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  22 Birchwood Dr, Perkinsville, VT 05151
• 

  

  /40

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056

  Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 3-bedroom, 2-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in.Step into an open-concept living and dining area that flows onto a private deck through glass sliders--perfect for enjoying the sunsets. The living room features soaring cathedral

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056
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  /27

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  447 Elm St, Chester, VT 05143

  Welcome to your dream home – This meticulously maintained New England-style gem is bursting with charm and modern convenience. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by the beautiful hardwood floors that add warmth and character to every room.Bask in the great natural light that fills

  Lisa Kelley Cummings & Co

  447 Elm St, Chester, VT 05143
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  /14

  $125,000

  • Land
  • 16.46 Acres
  • $7,594 per Acre

  0 Angell Rd, Barnard, VT 05091

  This 16.46-acre parcel sits just off Angell Road, a quiet Class IV road in Barnard. It's a great spot for someone looking to build an off-grid home or camp. The driveway has already been roughed in. It just needs fabric and a layer of hardpack. A nice building site has been cleared, so you can get started without a big clearing job. There’s also an approved septic design for a three-bedroom home,

  Devin Josler Black House Real Estate

  0 Angell Rd, Barnard, VT 05091
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  /17

  $149,000

  • Land
  • 1.83 Acres
  • $81,421 per Acre

  00 Raymond Rd, Ludlow, VT 05149

  LAND PARCEL WITH LAKE RESCUE ACCESS....This parcel is the last undeveloped lot available that has lake access, shared with a small association, SUNNY VALLEY, with only (8) properties. The building envelope is level and power is at the road. The lot overlooks a pretty meadow with undeveloped woodlands as a backdrop. The Sunny Valley privileges at Lake Rescue include (2) deck platforms overlooking

  Roger Danyew Diamond Realty

  00 Raymond Rd, Ludlow, VT 05149
• 

  

  /43

  $595,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  1514 South Rd, Woodstock, VT 05091

  This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car

  Danny Kogut Williamson Group Sothebys Intl. Realty

  1514 South Rd, Woodstock, VT 05091
• 

  

  /4

  $410,000

  • 2,381 Sq Ft

  3 Olney Rd, North Springfield, VT 05150

  INVESTORS TAKE NOTICE! THIS FOUR - 1BR's APARTMENT BUILDING AT 3 OLNEY STREET AND A THREE - 2 BR's APARTMENT BUILDING AT 454 GIDDINGS STREET BEING SOLD AS A PACKAGE FOR $410,000.00.SEE MLS # 5060987 FOR 454 GIDDINGS STREET INFO.

  Don Chabot Town and Country Realty

  3 Olney Rd, North Springfield, VT 05150
• 

  

  /11

  $1,350,000

  • 4 Beds
  • 3 Baths
  • 2,277 Sq Ft

  4074 Tichenor Rd Unit 4074, Hartford, VT 05059

  To be built, Mountain Stream at Quechee Lakes seamlessly integrates new construction with the natural beauty of Vermont's premier four-season resort community. Offering over 200 homesites and five distinct home styles, Mountain Stream’s residences feature modern, open layouts, abundant natural light, and soaring ceilings. The exclusive designs establish a commitment to sustainable,

  Richard Higgerson Higgerson & Company

  4074 Tichenor Rd Unit 4074, Hartford, VT 05059
• 

  

  /12

  $1,525,500

  • 4 Beds
  • 4 Baths
  • 2,752 Sq Ft

  5677 Hendee Way Unit 5677, Hartford, VT 05001

  New Construction in Quechee! Introducing Mountain Stream at Quechee Lakes, where modern architecture meets the natural beauty of Vermont’s premier four-season resort community. With more than 200 homesites and five distinct home styles, Mountain Stream offers thoughtfully designed residences that blend contemporary comfort with timeless surroundings. Each home features open-concept layouts,

  Richard Higgerson Higgerson & Company

  5677 Hendee Way Unit 5677, Hartford, VT 05001
• 

  

  /10

  $1,199,000

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  289 Taft Family Rd Unit 7118, Hartford, VT 05059

  New Construction in Quechee Lakes! Introducing Mountain Stream at Quechee Lakes where modern architecture meets the natural beauty of Vermont’s premier four-season resort community. With more than 200 homesites and five distinct home styles, Mountain Stream offers thoughtfully designed residences that blend contemporary comfort with timeless surroundings. Each home features open-concept layouts,

  Richard Higgerson Higgerson & Company

  289 Taft Family Rd Unit 7118, Hartford, VT 05059

Showing Results 161 - 200, Page 5 of 13